Cesium carbonate → HCID 71186223, compound

HRID 712866Notes

Reaction equation

HRID 712866 reaction equation
FC(F)(F)C(O)=O.[CH2:8]1[C:10]2([CH2:15][CH2:14][NH:13][CH:12]([C:16]([NH:18][C:19]3([C:22]4[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][CH:23]=4)[CH2:21][CH2:20]3)=[O:17])[CH2:11]2)[CH2:9]1.[F:32][C:33]([F:43])([F:42])[C:34]1[CH:35]=[C:36]([CH:39]=[CH:40][CH:41]=1)[CH2:37]Br.C([O-])([O-])=O.[Cs+].[Cs+]>>[F:32][C:33]([F:42])([F:43])[C:34]1[CH:35]=[C:36]([CH:39]=[CH:40][CH:41]=1)[CH2:37][N:13]1[CH2:14][CH2:15][C:10]2([CH2:9][CH2:8]2)[CH2:11][CH:12]1[C:16]([NH:18][C:19]1([C:22]2[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][CH:23]=2)[CH2:20][CH2:21]1)=[O:17]

Participants

4

Reactant 3

HCID 10796Cesium carbonateHCID 1230611-(Bromomethyl)-3-(trifluoromethyl)benzeneHCID 71186605HCID 71186605, compound

Product 1

HCID 71186223HCID 71186223, compoundYield 113.4%

Procedure

The title compound (D125) (60.7 mg) was prepared according to the general procedure for substituted benzyl amines preparation starting from methyl 4-(1-(6-azaspiro[2.5]octane-5-carboxamido)cyclopropyl)benzoate 2,2,2-trifluoroacetate (single unknown enantiomer) (D90) (50 mg, 0.11 mmol) and 3-(Trifluoromethyl)benzyl bromide (0.020 ml, 0.12 mmol). (Cs2CO3:2 eq; reaction time: 4 hrs; reaction temperature: RT.

Workup

  1. customreaction time
  2. custom4 hrs
  3. customreaction temperature
  4. customRT

Sources & evidence

ORD record
ord-cec13cd41aac47cc95ba8a892c2f55ea
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

Loading…